25,26,27,28-tetrabutoxy-5,11,17,23-tetrakis(hydroxycarbonyl)calix[4]arene | 202348-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 25,26,27,28-tetrabutoxy-5,11,17,23-tetrakis(hydroxycarbonyl)calix[4]arene
• 英文别名: GFB248；p-tetracarboxycalix[4]arene tetrabutyl ether；(p-COOH-C6H2(OC4H9)CH2)4；25,26,27,28-Tetrabutoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5,11,17,23-tetracarboxylic acid
• CAS: 202348-47-8
• 化学式: C₄₈H₅₆O₁₂
• 分子量: 824.965
• InChiKey: SWNJBCXSGDGQOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  60
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  186
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  25,26,27,28-tetrabutoxy-5,11,17,23-tetrakis(hydroxycarbonyl)calix[4]arene 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Structure–activity studies on a library of potent calix[4]arene-based PDGF antagonists that inhibit PDGF-stimulated PDGFR tyrosine phosphorylation

  摘要：

  血小板衍生生长因子（PDGF）及其受体PDGFR对于肿瘤生长和血管生成是必需的，因此，破坏PDGF与PDGFR的相互作用应能导致肿瘤饥饿并减少肿瘤生长。通过合成一系列设计为结合PDGF三环区域的基于calix[4]arene的化合物，发现了强效的PDGF拮抗剂。研究了下缘烷基化、连接剂和相互作用头基数量对calix[4]arene骨架在PDGF亲和力和细胞活性上的影响。

  DOI：

  10.1039/b515483a
• 作为产物：
  描述：

  25,26,27,28-tetrabutoxy-calix[4]arene 在 sodium chlorite 、 氨基磺酸 、 三氟乙酸 作用下， 以 氯仿 、 水 、 丙酮 为溶剂， 反应 15.0h， 生成 25,26,27,28-tetrabutoxy-5,11,17,23-tetrakis(hydroxycarbonyl)calix[4]arene
  参考文献：
  名称：

  Self-Organized Honeycomb-Patterned Microporous Polystyrene Thin Films Fabricated by Calix[4]arene Derivatives

  摘要：

  Calix[4]arene derivatives bearing carboxyl groups at the upper rim and alkyl groups at the lower rim were synthesized. Micrometer-size porous honeycomb-patterned thin films were prepared by evaporating chloroform solution of polystyrene containing the calixarene derivatives under high humidity. These films were coated on gold electrodes of QCM, and the high-frequency changes were observed to detect volatile organic compounds such as dichlorobenzene.

  DOI：

  10.1021/la100434b

文献信息

• Salt formation affects the conformational and assembly properties of p-carboxylatocalix[4]arenes
  作者：Stuart Kennedy、Christine M. Beavers、Simon J. Teat、Scott J. Dalgarno

  DOI：10.1039/c3ce42523a

  日期：——

  The conformational properties and self-assembly behaviour of the p-carboxylatocalix[4]arenes, when in the presence of a pyridine template, are well understood. Salt formation with these molecules, a process driven by the introduction of an amino group to the 2-position of the pyridine template, has dramatic consequences on both building block conformation and the resulting self-assembly.

  当吡啶模板存在时，对羧基羰基[4]炔化合物的构象特性和自组装行为已广为人知。这些分子的盐形成过程是在吡啶模板的 2 位引入一个氨基，这一过程对构件构象和由此产生的自组装都产生了巨大的影响。
• Self-Assembly of Molecular Capsules in Polar Solvents
  作者：Reza Zadmard、Thomas Schrader、Thomas Grawe、Arno Kraft

  DOI：10.1021/ol0257631

  日期：2002.5.1

  [structure: see text] We present a novel type of molecular capsule formed by self-organization of calix[4]arenes with several oppositely charged functional groups located at their upper rims. In highly polar solvents, the complementary half-spheres form stable 1:1 complexes with association constants of up to 7 x 10(5) M(-)(1) in methanol. The cavity inside the capsules is large enough for the inclusion of small

  [结构：见正文]我们提出了一种由杯[4]芳烃的自组织形成的新型分子胶囊，该芳烃的上部边缘带有几个带相反电荷的官能团。在高极性溶剂中，互补半球形成稳定的1：1配合物，在甲醇中的缔合常数高达7 x 10（5）M（-）（1）。胶囊内部的空腔足够大，可以包含小的脂族或（杂）芳族客体分子。
• Metal-Organic Calixarene Nanotubes
  作者：Stuart Kennedy、Georgios Karotsis、Christine M. Beavers、Simon J. Teat、Euan K. Brechin、Scott J. Dalgarno

  DOI：10.1002/anie.201001078

  日期：——

  Control over molecule conformation and transition metal cluster formation has been combined to afford metal–organic calixarene building blocks that induce nanotube formation in the solid state. The resulting assembly type can have chosen magnetic properties, and has three types of solvent filled channel that differ in diameter and shape (see picture).

  对分子构象和过渡金属簇形成的控制已结合在一起，以提供可诱导固态纳米管形成的金属-有机杯芳烃结构单元。最终的组装类型可以具有选定的磁性，并具有三种类型的直径和形状不同的溶剂填充通道（请参见图片）。
• Discovery of a synthetic dual inhibitor of HIV and HCV infection based on a tetrabutoxy-calix[4]arene scaffold
  作者：Lun K. Tsou、Ginger E. Dutschman、Elizabeth A. Gullen、Maria Telpoukhovskaia、Yung-Chi Cheng、Andrew D. Hamilton

  DOI：10.1016/j.bmcl.2010.02.043

  日期：2010.4

  A potential anti-HIV and HCV drug candidate is highly desirable as coinfection has become a worldwide public health challenge. A potent compound based on a tetrabutoxy-calix[4] arene scaffold that possesses dual inhibition for both HIV and HCV is described. Structural activity relationship studies demonstrate the effects of lower-rim alkylation in maintaining cone conformation and upper-rim interacting head groups on the calix[4] arene play key roles for its potent dual antiviral activities. (C) 2010 Elsevier Ltd. All rights reserved.
• A Calixarene with Four Peptide Loops: An Antibody Mimic for Recognition of Protein Surfaces
  作者：Yoshitomo Hamuro、Mercedes Crego Calama、Hyung Soon Park、Andrew D. Hamilton

  DOI：10.1002/anie.199726801

  日期：1997.12.15